Tag: M.W=100-200

Electric Literature of 26487-67-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 26487-67-2, name is 1-(2-Chloroethyl)azepane hydrochloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 27: Synthesis of (4-methoxyphenyI)(naphthalen-l-yl)methanone O- 2-(azepan-l-yl)ethyl oxime oxalate (Compound 6g). Into a 50 ml round bottom flask, 4-(methoxy phenyl (naphthalen-l-yl)methanone oxime (1 mmole, 277 mg), l-(2-Chloro-ethyl)-azepane hydrochloride (1.2 mmole, 237.6 mg), baked K2C03 (5 mmole, 690 mg) and dry acetone (10.0 ml) were taken. The reaction mixture was refluxed under anhydrous conditions for 6 hours. The reaction was followed by TLC monitoring. After completion of the reaction, K2C03 was filtered off and washed with acetone (2×10 ml). Filtrate was concentrated and the crude product was purified by basic alumina column chromatography using distilled Hexane to yield the pure product (312mg, 77.61percent). The product obtained was oily so a salt of the compound was prepared. Procedure for oxalate salt formation: Oxalic acid, 1 mmole/ 1 mmole of compound, (97.79 mg) and oily product (312 mg) were dissolved in dry methanol separately into two round bottom flasks. The acid and the compound were mixed and shaken thoroughly. The salt was precipitated using dry diethyl ether, filtered, washed with the same and collected. Yield: 331 mg, 62.69percent. MP. (Oxalate Salt of compound)= 122 ¡ãC; ESI MS(m/z)= 403 (M+H), I (KBr, Cm-1): 3446.5, 2933.9, 2599.9, 1721.6, 1607.9, 1510.2, 1459.5, 1251.3, 1 177.9, 1026.7, 960.1, 719.2; NMR (300MHz, CDC13): delta= 7.92(d, J=8.0 Hz, 2H, ArH), 7.69(d, J=8.2 Hz, 1H, ArH), 7.58-7.39(m, 5H, ArH), 7.33-7.28(m, 1H, ArH), 6.84(d, J=8.5 Hz, 2H, ArH), 4.27(t, J=6.1 Hz, 2H, OCH2), 3.80(s, 3H, OCH3), 2.78-2.67(m, 2H NCH2), 2.5 l(m, 4H NCH2), 1.49(m, 8H, CH2); Analysis calculated for C26H30N2O2: C, 77.58; H, 7.51; N, 6.96; found: C, 77.55; H, 7.53; N, 6.95.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-(2-Chloroethyl)azepane hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; SANYAL, Sabyasachi; KUMAR, Atul; CHATTOPADHYAY, Naibedya; LAL, Jawahar; TRIVEDI, Arun Kumar; DATTA, Dipak; RATH, Srikanta Kumar; AKHTAR, Tahseen; DWIVEDI, Shailendra Kumar Dhar; YADAV, Manisha; CHAKRAVARTI, Bandana; SINGH, Abhishek Kumar; MISHRA, Jay Sharan; SINGH, Nidhi; TRIPATHI, Anil Kumar; WO2015/29068; (2015); A1;,
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Related Products of 918538-05-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 918538-05-3 name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

1A. Preparation of 2-chloro-N-(3-ethyl-1H-pyrazol-5-yl)pyrrolo[1,2-f][1,2,4]triazin-4-amine To a mixture of 3-ethyl-1H-pyrazol-5-amine (100 mg, 0.9 mmol) in isopropylalcohol (1 mL), was added 2,4-dichloropyrrolo[1,2-f][1,2,4]triazine (120 mg, 0.64 mmol) and DIEA (0.1 mL, 0.64 mmol). The reaction mixture was stirred at room temperature overnight. The precipitated product was filtered and washed with cold i-PrOH. The solid was dried under N2 overnight to give the title compound. (118 mg, 71%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, and friends who are interested can also refer to it.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/45496; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 367-22-6,Some common heterocyclic compound, 367-22-6, name is 4-Chloro-3-fluoroaniline, molecular formula is C6H5ClFN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: To the solution of acid in 55 DMF (7ml), were added 56 EDC.HCl (1mmol) and 57 HOBt (1mmol) respectively at 0C. The solution was stirred for 30min followed by addition of 58 (S)-1-phenylethan-1-amine (0.8mmol) and 59 NEt3 (1.33mmol). The reaction mixture was stirred for 1h at 0C and then for 12hat room temperature. The reaction mixture was quenched by saturated NaHCO3 and then extracted with EtOAc. The organic layer was dried with Na2SO4 and concentrated under reduced pressure. The crude residue was purified by column chromatography to obtain pure 60 15a.

The synthetic route of 367-22-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Karale, Uttam B.; Krishna, Vagolu Siva; Krishna, E. Vamshi; Choudhari, Amit S.; Shukla, Manjulika; Gaikwad, Vikas R.; Mahizhaveni; Chopra, Sidharth; Misra, Sunil; Sarkar, Dhiman; Sriram, Dharmarajan; Dusthackeer, V.N. Azger; Rode, Haridas B.; European Journal of Medicinal Chemistry; vol. 178; (2019); p. 315 – 328;,
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Chlorides – an overview | ScienceDirect Topics

Electric Literature of 13078-79-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Under nitrogen atmosphere, ethanol (30 mL), immediate III (3 mmol) and titanium (IV) isopropoxide (9 mmol) were added to a three-necked round bottom flask and stirred for 0.5 h, then the substituted ethylamine (3 mmol) was dropped into the solution and stirred for 3 h at room temperature. Subsequently, sodium borohydride (4.5 mmol) was added to the flask slowly, the reductive amination reaction was maintained for 3 h. According to the TLC monitoring results, the ammonia water (2 mol L-1, 10 mL) was poured into the flask to quench the reaction. The resulting mixture was filtered in vacuum and evaporated on rota vapor (Buchi). Hereafter, dissolved the residue with ethyl acetate (50 mL), and the solution was washed with 2 mol L-1 hydrochloric acid (30 mL), saturated aq NaHCO3 solution (30 mL), and brine (40 mL), successively, dried over anhydrous Na2SO4 and filtered. Solvent was evaporated in vacuum, and the residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate as eluents). Finally, the samples were recrystallized from ethyl acetate / petroleum ether to afford target compounds with higher purity.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-(3-Chlorophenyl)ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Cai, Nan; He, Lu; Wang, Kai; Feng, Zhihui; Cui, Zining; Ji, Mingshan; Qi, Zhiqiu; Qin, Peiwen; Li, Xinghai; Bioorganic and Medicinal Chemistry Letters; vol. 30; 4; (2020);,
Chloride – Wikipedia,
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Synthetic Route of 112-26-5, A common heterocyclic compound, 112-26-5, name is 1,2-Bis(2-chloroethoxy)ethane, molecular formula is C6H12Cl2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A mixture of 3.2 g (10.1 mmol) of sodium 2-(diphenylphosphoryl) phenolate [10] and 0.93 g (5.0 mmol) of 1,8-dichloro-3,6-dioxaoctane in 7 mL of anhydrous dioxane was placed into the laboratory system with focused microwave heating in hermetically closed glass vial. The mixture was heated at 150C (50 W) for 0.6 h. After cooling, the reaction mixture was poured into 50 mL of water, acidified with conc. HCl to pH 1, and extracted with CHCl3 (3 ¡Á 30 mL). The extract was washed with dilute HCl (2 ¡Á 30 mL), and water (3 ¡Á 35 mL), and evaporated ina vacuum. To the residue 20 mL of diethyl ether was added, and the precipitate was filtered off. The filtrate was chromatographed.

The synthetic route of 112-26-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Baulin; Ivanova; Polyakova; Pyatova; Krivorot’ko; Tsivadze; Russian Journal of General Chemistry; vol. 85; 4; (2015); p. 899 – 905; Zh. Obshch. Khim.; vol. 85; 4; (2015); p. 899 – 905,7;,
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These common heterocyclic compound, 108-41-8, name is 1-Chloro-3-methylbenzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. SDS of cas: 108-41-8

General procedure: Under N2 atmosphere, KOtBu (1.0 mmol), NHC-Pd(II)-Im 2a (1.0 mol %), dry dioxane (1.0 mL), morpholine 3 (0.8 mmol), and aryl chloride 4 (0.7 mmol) were successively added into a Schlenk reaction tube. The mixture was stirred at 70 C for 3 h. The solvent was removed under reduced pressure and the residue was purified by a flash chromatograph on silica gel to give the pure products 5.

The synthetic route of 1-Chloro-3-methylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhu, Lei; Gao, Ting-Ting; Shao, Li-Xiong; Tetrahedron; vol. 67; 29; (2011); p. 5150 – 5155;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 2687-12-9, These common heterocyclic compound, 2687-12-9, name is Cinnamyl chloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A flame dried 100 mL round-bottomed flask under Ar was charged with chlorotrioctylstannane (2.0 g mL, 4.05 mmol), cinnamyl chloride (0.8 g, 5.3 mmol),magnesium powder (0.14 g, 5.7 mmol), a crystal of iodine and dry THF (50 mL). The resulting mixture was sonicated at 50 C for 6 h and was then stirred overnight at room temperature. Water (50 mL) was added and the mixture was transferred to a separating funnel. The water layer was separated and the remaining organic layer was diluted with heptane (100 mL), washed with acetonitrile (2 x 50 mL), water (50 mL) and finally againwith acetonitrile (3 x 50 mL). Drying on MgSO4, filtration and concentration in vacuo afforded a crude product, which was purified by column chromatography on silica gel using petroleum ether as the eluent, providing trioctyl(3-phenylallyl)stannane (1.42 g, 2.5 mmol, 62 %) as a faint yellow oil. ?H-NMR (CDC13, 400 MHz) & 7.40-7.26 (m, 2H), 7.25-7.20 (m, 2H), 7.12-7.06 (m, 1H),6.39 (dt, 1H, I = 15.5, 8.8 Hz), 6.17 (dt, 1H, I = 15.5, 1.0 Hz), 2.04-1.84 (m, 2H), 1.68-1.40 (m, 6H), 1.36-1.16 (m, 30H), 0.98-0.82 (m, 15 H); ?3C-NMR (100 MHz, CDC13):138.9, 131.3, 128.5, 125.8, 125.3, 125.1, 34.5, 32.0, 29.4, 29.3, 27.0, 22.8, 16.3, 14.2, 10.0;?9Sn-NMR (149.2 MHz, CDC13) & -12.8.

The synthetic route of 2687-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITEIT ANTWERPEN; KUVSHINOV, Alexandr; FRANCK, Philippe; DEPRAETERE, Stefaan; MAES, Bert; DE HOUWER, Johan; WYBON, Clarence; STERCKX, Hans; SERGUEEV, Serguei; WO2013/167585; (2013); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 14752-66-0,Some common heterocyclic compound, 14752-66-0, name is Sodium 4-chlorobenzenesulfinate, molecular formula is C6H4ClNaO2S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: A mixture of the sodium arylsulfinate (1 mmol), Cu(OAc)2 (0.5 mmol)and CH3CN (1 mL) was stirred at 60 C in air for 3 h. After this, themixture was cooled to room temperature and filtered through a filterpaper. The organic phases were evaporated under reduced pressure andthe residue was subjected to flash column chromatography (silica gel,ethyl acetate/petroleum ether = 1/10) to obtain the desired product.All products are known compounds and were characterised by 1HNMR, 13C NMR and HRMS.

The synthetic route of 14752-66-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Peng, Yao; Journal of Chemical Research; vol. 38; 5; (2014); p. 265 – 268;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 4863-91-6, name is 3-Chloro-5-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., category: chlorides-buliding-blocks

A mixture of Example A47 (200 mg, 0.363 mmol), DIEA (188 mg, 1.452 mmol) and 3-chloro-5-fluoroaniline (211 mg, 1.452 mmol) in dioxane (5 mL) was heated at 80 C. overnight. The mixture was cooled to RT, treated with EtOAc and satd. NaHCO3 and the resulting solid collected via filtration and dried to afford crude 1-(4-chloro-5-(1-ethyl-7-((4-methoxybenzyl)(methyl)amino)-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-fluorophenyl)-3-(3-chloro-5-fluorophenyl)urea (91 mg, 39% yield) which was carried on to the next step without further purification. MS (ESI) m/z: 638.2 [M+H]+.

According to the analysis of related databases, 4863-91-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Kaufman, Michael D.; Petillo, Peter A.; US8461179; (2013); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 2401-24-3, name is 2-Chloro-5-methoxyaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. name: 2-Chloro-5-methoxyaniline

3-bromo-6-methoxy-2-methylpyridine (Aldrich catalog No.758191-1G,0.3 g, 1.485 mmol), 2-(dicyclohexylphosphino)-2′,4′,6′-tri-i-propyl-1,1′-biphenyl (0.053 g, 0.111 mmol), cesium carbonate (0.581 g, 1.782 mmol) and palladium (II) acetate (0.017 g, 0.074 mmol) were added to a microwave vial. Then, 2-chloro-5-methoxyaniline (Chemimpex catalog No.27675, 0.246 g, 1.559 mmol) was added. The solvent was degassed with argon twice. The reaction was heated on a heating block to 100 C. for 15 hours. The crude reaction mixture was cooled to room temperature and then filtered through celite. The celite was rinsed repeatedly with ethyl acetate to collect the crude product mixture. A reverse-phase column was run (water, acetonitrile) to give N-(2-chloro-5-methoxyphenyl)-6-methoxy-2-methylpyridin-3-amine (0.286 g, 69% yield). 1H NMR (CDCl3, 400 MHz) delta 7.42 (d, 1H, J=8.4 Hz), 7.20 (d, 1H, J=8.4 Hz), 6.60 (d, 1H, J=8.4 Hz), 6.26 (dd, 1H, J=2.8, 8.8 Hz), 6.00 (d, 1H, J=2.8 Hz), 5.65 (s, 1H), 3.93 (s, 3H), 3.66 (s, 3H), 2.37 (s, 3H).

The synthetic route of 2-Chloro-5-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; OssiFi Inc.; Ellies, Debra; Rey, Jean-Philippe; Kimball, F. Scott; US2014/288068; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics